ContaminantDB: Tris(2-chloroethyl)phosphate

Identification Taxonomy Biological Properties Physical Properties Toxicity Profile Spectra Concentrations Links References Targets (1)XML

Record Information

Version

1.0

Creation Date

2014-09-17 20:02:27 UTC

Update Date

2016-11-09 01:09:14 UTC

Accession Number

CHEM003906

Identification

Common Name

Tris(2-chloroethyl)phosphate

Class

Small Molecule

Description

Tris(2-chloroethyl) phosphate (TCEP) is a chemical compound used as a flame retardant, plasticizer, and viscosity regulator in various types of polymers including polyurethanes, polyester resins, and polyacrylates. It was included in January 2011 in the European Chemicals Agency (ECHA) list of Substances of Very High Concern (SVHC) due to its being toxic for reproduction. Substances in the list of SVHCs are those for which ECHA is considering imposing a requirement for authorization for some or all uses.

Contaminant Sources

ECHA Toxic for reproduction
HPV EPA Chemicals
IARC Carcinogens Group 3
My Exposome Chemicals
OECD HPV Chemicals
STOFF IDENT Compounds
T3DB toxins
ToxCast & Tox21 Chemicals

Contaminant Type

Ester
Industrial/Workplace Toxin
Organic Compound
Organochloride
Plasticizer
Synthetic Compound

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Phosphoric acid, tris(2-chloroethyl)ester	ChEBI
Tri(2-chloroethyl) phosphate	ChEBI
Tris(2-chloroethyl) orthophosphate	ChEBI
Tris(beta-chloroethyl) phosphate	ChEBI
Tris(chloroethyl)phosphate	ChEBI
Phosphate, tris(2-chloroethyl)ester	Generator
Tri(2-chloroethyl) phosphoric acid	Generator
Tris(2-chloroethyl) orthophosphoric acid	Generator
Tris(b-chloroethyl) phosphate	Generator
Tris(b-chloroethyl) phosphoric acid	Generator
Tris(beta-chloroethyl) phosphoric acid	Generator
Tris(β-chloroethyl) phosphate	Generator
Tris(β-chloroethyl) phosphoric acid	Generator
Tris(chloroethyl)phosphoric acid	Generator
Tris(2-chloroethyl)phosphoric acid	Generator
Fyrol cef	MeSH
Genomoll P	MeSH
Tri(chloroethyl)phosphate	MeSH
Tris(2-chlorethyl)orthophosphate	MeSH

Chemical Formula

C₆H₁₂Cl₃O₄P

Average Molecular Mass

285.490 g/mol

Monoisotopic Mass

283.954 g/mol

CAS Registry Number

115-96-8

IUPAC Name

tris(2-chloroethyl) phosphate

Traditional Name

tris(2-chloroethyl)phosphate

SMILES

ClCCOP(=O)(OCCCl)OCCCl

InChI Identifier

InChI=1S/C6H12Cl3O4P/c7-1-4-11-14(10,12-5-2-8)13-6-3-9/h1-6H2

InChI Key

HQUQLFOMPYWACS-UHFFFAOYSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as trialkyl phosphates. These are organic compounds containing a phosphate group that is linked to exactly three alkyl chains.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Organic phosphoric acids and derivatives

Sub Class

Phosphate esters

Direct Parent

Trialkyl phosphates

Alternative Parents

Substituents

Trialkyl phosphate
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organochloride
Organohalogen compound
Alkyl halide
Alkyl chloride
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

organochlorine compound (CHEBI:35037 )
trialkyl phosphate (CHEBI:35037 )

Biological Properties

Status

Detected and Not Quantified

Origin

Exogenous

Cellular Locations

Cytoskeleton
Membrane
Microsome
Mitochondrial Membrane

Biofluid Locations

Not Available

Tissue Locations

Not Available

Pathways

Name	SMPDB Link	KEGG Link
Apoptosis	Not Available	map04210
Mismatch repair	Not Available	map03430
Cell cycle	Not Available	map04110
Base excision repair	Not Available	map03410
Anticonvulsants	Not Available	Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Physical Properties

State

Solid

Appearance

White powder.

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	6.57 g/L	ALOGPS
logP	1.36	ALOGPS
logP	2.11	ChemAxon
logS	-1.6	ALOGPS
pKa (Strongest Basic)	-9.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	44.76 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	56.13 m³·mol⁻¹	ChemAxon
Polarizability	23.93 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-00di-0390000000-6775e4c721647a5a3e32	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 35V, Positive	splash10-03ka-9450000000-0b72b9ee93abd407ef94	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 35V, Positive	splash10-03l1-9460000000-384cbe62f62e1efaaed1	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-008i-0190000000-b23aa0983b0f66b053b4	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 20V, Positive	splash10-03k9-0960000000-5f457885a6c84a268fb5	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-008i-0190000000-f26c6787ab96da8aab25	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03l0-6090000000-2ff653400988c9855017	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03l0-8290000000-817dc166ce8aa6781835	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-03di-9000000000-052e00872865bfaf0dfd	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-001i-0090000000-9c8aaade1730674178f0	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-00e9-0590000000-3f032bbcfc9677fd9a57	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-3910000000-0d7df033a49f8fb9a53e	Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-06r2-9580000000-6cc979ed4f6998e16219	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum

Toxicity Profile

Route of Exposure

Not Available

Mechanism of Toxicity

Not Available

Metabolism

Not Available

Toxicity Values

Not Available

Lethal Dose

Not Available

Carcinogenicity (IARC Classification)

3, not classifiable as to its carcinogenicity to humans. (1)

Uses/Sources

Tris(2-chloroethyl) phosphate is used as a flame retardant, plasticizer, and viscosity regulator in various types of polymers including polyurethanes, polyester resins, and polyacrylates.

Minimum Risk Level

Not Available

Health Effects

Not Available

Symptoms

Not Available

Treatment

Not Available

Concentrations

Not Available

External Links

DrugBank ID

Not Available

HMDB ID

HMDB0259276

FooDB ID

Not Available

Phenol Explorer ID

Not Available

KNApSAcK ID

Not Available

BiGG ID

Not Available

BioCyc ID

Not Available

METLIN ID

Not Available

PDB ID

Not Available

Wikipedia Link

Tris(2-chloroethyl)_phosphate

Chemspider ID

7994

ChEBI ID

35037

PubChem Compound ID

Not Available

Kegg Compound ID

C14445

YMDB ID

Not Available

ECMDB ID

Not Available

References

Synthesis Reference

Not Available

MSDS

Not Available

General References

1. https://www.ncbi.nlm.nih.gov/pubmed/?term=19462192

Tris(2-chloroethyl)phosphate (CHEM003906)

Structure for CHEM003906: Tris(2-chloroethyl)phosphate